sodium[(2S,3S,4S,5R,6R)-2-[2-[[2-(N-acetylanilino)acetyl]amino]ethoxy]-3,5-disulfonatooxy-6-(sulfonatooxymethyl)tetrahydropyran-4-yl]sulfate

ID: ALA2087904

Chembl Id: CHEMBL2087904

PubChem CID: 70693274

Max Phase: Preclinical

Molecular Formula: C18H22N2Na4O20S4

Molecular Weight: 718.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N(CC(=O)NCCO[C@H]1O[C@H](COS(=O)(=O)[O-])[C@@H](OS(=O)(=O)[O-])[C@H](OS(=O)(=O)[O-])[C@@H]1OS(=O)(=O)[O-])c1ccccc1.[Na+].[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C18H26N2O20S4.4Na/c1-11(21)20(12-5-3-2-4-6-12)9-14(22)19-7-8-35-18-17(40-44(32,33)34)16(39-43(29,30)31)15(38-42(26,27)28)13(37-18)10-36-41(23,24)25;;;;/h2-6,13,15-18H,7-10H2,1H3,(H,19,22)(H,23,24,25)(H,26,27,28)(H,29,30,31)(H,32,33,34);;;;/q;4*+1/p-4/t13-,15-,16+,17+,18+;;;;/m1..../s1

Standard InChI Key:  NBDFUKNOYZTJDM-QRFDGWPWSA-J

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 718.67

Molecular Weight (Monoisotopic): 717.9962

AlogP: -2.72

#Rotatable Bonds: 16

Polar Surface Area: 322.27

Molecular Species: ACID

HBA: 16

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 22

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -3.03

CX Basic pKa: ┄

CX LogP: -10.52

CX LogD: -11.78

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.09

Np Likeness Score: 0.12

References

1. Liu L, Li C, Cochran S, Feder D, Guddat LW, Ferro V..  (2012)  A focused sulfated glycoconjugate Ugi library for probing heparan sulfate-binding angiogenic growth factors.,  22  (19): [PMID:22929233] [10.1016/j.bmcl.2012.08.001]

Source

Source(1):

• Scientific Literature